N6-substituted adenosines. Cytokinin and antitumor activities

Autor: Eliso Solomko, Svetlana V. Kolyachkina, Georgy A. Romanov, Evgenia V. Stepanova, Sergey N. Mikhailov, Dmitry M. Krivosheev, Andrey N. Inshakov, Vitali I. Tararov, Cyril S. Alexeev
Rok vydání: 2011
Předmět:
Zdroj: Collection of Czechoslovak Chemical Communications. 76:1361-1378
ISSN: 1212-6950
DOI: 10.1135/cccc2011114
Popis: A series of N6-adenosine derivatives were synthesized by alkylation of N6-acetyl-2′,3′,5′-tri-O-acetyladenosine (1) with alkyl halides and alcohols. It was shown that propargyl derivative 2a is a good substrate for copper(I) catalyzed Huisgen [3+2] cycloaddition with azides. This click-reaction can be used for preparation of the libraries of 1,2,3-triazolyl modified adenosines. Biological activities of N6-adenosines were studied in two plant and six human cancer cell assays. The remarkable parallel between cytokinin and cytotoxic activities was found. The most cytokinin active compounds 3c–3e at the same time appeared to be the most potent cytotoxic agents.
Databáze: OpenAIRE